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    17 Times Ashley Tisdale Had Some Very Early 2000s Fashion Moments

    #TRAILBLAZER

    1. The time she wore this homage to "Lady Marmalade" and paired it with the quintessential '00s staple, a Coach bag:

    Carlo Allegri / Getty Images

    2. The time she paired a Coach bag with another piece of iconic early Y2K clothing: drawstring camo cargo pants:

    Barry King / WireImage

    3. The time she rocked this "Tinker Bell goes out to a fancy dinner" outfit:

    Frazer Harrison / Getty Images

    Also, is that Christina Aguilera on her purse?

    4. The time she looked at herself in the mirror and said, "You know what these gaucho pants need? A tennis skirt":

    Frazer Harrison / Getty Images

    5. The time she thought the same thing about boot-cut jeans:

    Frazer Harrison / Getty Images

    Clearly that Bebe T-shirt was the real star of the outfit.

    6. The time she took a T-shirt and made it into a skirt, and then threw it over some jeans:

    Lee Celano

    7. The time she kept the skirt-over-pants-theme going and stepped it up by wearing it all in one color:

    Mark Mainz / Getty Images

    8. The time she wore some of Stevie Nicks' old "Gypsy"-era cast-offs:

    Mirek Towski / FilmMagic

    9. The time she layered up on both necklaces and tanks:

    Albert L. Ortega / WireImage

    Layer upon layer!

    10. The time she brought some glamour shots–realness to the DVD release party of The Princess Diaries 2:

    Amanda Edwards / Getty Images

    11. The time she threw on a negligee over a boring outfit in order to serve us some boudoir sophistication:

    Jesse Grant

    12. The time she not only wore a faux fur bolero, but also accessorized it with a faux fur clutch:

    John Sciulli / WireImage

    Well, at least I hope it's faux and that she didn't skin the Grinch to get it.

    13. The time that she was only cold on her arms and neck, so she wore this scarf-digan:

    Mark Sullivan / WireImage

    14. The time she rocked an 18-inch cuff 'cause she couldn't be bothered to get her jeans hemmed:

    Mark Sullivan / WireImage

    15. The time she added a cowboy flare (via her boots) to her "Sk8Boi"-meets-Summer Roberts outfit:

    Jesse Grant / WireImage

    16. The time she pulled a look together from the clearance section of Limited Too:

    Steve Granitz / WireImage

    17. And finally, the time she wore every early '00s fashion trend at once: scarf, ironic tee, jean skirt, and Uggs:

    Mike Fanous / Getty Images

    Really a MASTERPIECE.

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